CN101240165B - Excellent oxalic ester chemoluminescence system - Google Patents

Excellent oxalic ester chemoluminescence system Download PDF

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Publication number
CN101240165B
CN101240165B CN2007100567515A CN200710056751A CN101240165B CN 101240165 B CN101240165 B CN 101240165B CN 2007100567515 A CN2007100567515 A CN 2007100567515A CN 200710056751 A CN200710056751 A CN 200710056751A CN 101240165 B CN101240165 B CN 101240165B
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barkite
hydrogen peroxide
component
polyoxyethylene glycol
ester
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CN101240165A (en
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陈郁
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Tianjin Yue long Technology Co., Ltd.
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TIANJIN TIANLONG CHEMILUMINESCENT TUBE CO Ltd
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Priority to CN2007100567515A priority Critical patent/CN101240165B/en
Priority to US12/012,368 priority patent/US20080185562A1/en
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    • F—MECHANICAL ENGINEERING; LIGHTING; HEATING; WEAPONS; BLASTING
    • F21—LIGHTING
    • F21K—NON-ELECTRIC LIGHT SOURCES USING LUMINESCENCE; LIGHT SOURCES USING ELECTROCHEMILUMINESCENCE; LIGHT SOURCES USING CHARGES OF COMBUSTIBLE MATERIAL; LIGHT SOURCES USING SEMICONDUCTOR DEVICES AS LIGHT-GENERATING ELEMENTS; LIGHT SOURCES NOT OTHERWISE PROVIDED FOR
    • F21K2/00—Non-electric light sources using luminescence; Light sources using electrochemiluminescence
    • F21K2/06—Non-electric light sources using luminescence; Light sources using electrochemiluminescence using chemiluminescence

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  • Physics & Mathematics (AREA)
  • Electromagnetism (AREA)
  • Engineering & Computer Science (AREA)
  • General Engineering & Computer Science (AREA)
  • Investigating Or Analysing Materials By The Use Of Chemical Reactions (AREA)

Abstract

The invention provides an excellent oxalate chemiluminescence system, which is composed of two isolated liquid components, one of which is oxalate component comprising at least 0.01M axalate and at least 0.001M fluorescent agent; another is hydrogen peroxide component comprising at least 0.01M to 3M hydrogen peroxide dissolved in a mixed solution of polyethylene glycol and ester, in which the polyethylene glycol accounts for 1% to 99%. The invention has the advantages that: 1, because the polyethylene glycol has lower toxicity, higher flash point and lower vapor tension compared with tertiaryalcohol, correspondingly the chemiluminescence system containing the polyethylene glycol of the invention also has lower toxicity, higher flash point and lower vapor tension compared with traditionalchemiluminescence system containing the tertiary alcohol; 2, amount of light energy of chemical light output is increased by about 15%; 3, the chemiluminescence system has greater reserving stability.

Description

A kind of chemiluminescent oxalate system
(1) invention field:
The present invention relates to the chemoluminescence field, relate in particular to a kind of chemiluminescent oxalate system.
(2) background technology:
Various chemiluminescent oxalate systems are familiar with for the people and are widely used.The chemiluminescent oxalate system of a practicality should be able to produce chemical light efficiently, has good storage stability and is safe.USP 4313843 is described the formulation principle of chemoluminescence two reactive components and the prescription that optimizes in detail." the hydrogen peroxide component " that contain the tertiary alcohol of its patent claim statement protection is considered to optimum formula all the time and is widely used.USP 4678608,5232635,5597517 or the like have all described the improvement that chemiluminescent oxalate system is carried out, but they have all continued to use " the hydrogen peroxide component " that contain the tertiary alcohol described in the USP 4313843.
Package stability is lower, the light output density is not high but this contains the tertiary alcohol " hydrogen peroxide component ", and existing especially that the component flash-point is low, vapour pressure is high, security is not good etc. should improved defective.
(3) summary of the invention:
The object of the present invention is to provide a kind of chemiluminescent oxalate system, it has the better package stability and the characteristics of luminescence, and has lower toxicity, higher flash-point and lower vapour pressure.
Technical scheme of the present invention: a kind of chemiluminescent oxalate system, it is characterized in that it is to be made up of two kinds of isolated liquid composition, a kind of liquid composition is the barkite component, comprises 0.01M barkite and 0.001M fluorescent agent at least at least; Another kind of liquid composition is the hydrogen peroxide component, comprises the hydrogen peroxide of 0.01M to 3M, and hydrogen peroxide is dissolved in the mixing solutions of polyoxyethylene glycol and ester, and the shared ratio of polyoxyethylene glycol is 1% to 99% in the mixing solutions of polyoxyethylene glycol and ester.
Also can add concentration range 10 in the above-mentioned described barkite component -5M to 10 -1The catalyzer of M; Like SS, Whitfield's ointment TBuA; Can also be potassium salicylate, lithium salicylate, 5-chloro-salicylic acid sodium, 5-chloro-salicylic acid lithium, sodium trifluoroacetate, Woodtreat A potassium, phenylformic acid TBuA, TBAP.
Barkite in the above-mentioned described barkite component, preferably 0.03M at least.
Barkite in the above-mentioned described barkite component comprises two (2,4,5-three chloro-6-carbonyls penta oxygen phenyl) barkite (being called " CPPO ") or two (2,4, the 5-trichlorophenyl) barkites (being called " TCPO "); Can also be two (2,4, the own oxygen phenyl of 5-three bromo-6-carbonyls) barkites, two (2;-nitrophenyl) barkite, two (2, the 4-dinitrophenyl) barkite, two (2,6-two chloro-4-nitrophenyls) barkite, two (2; 4,6-trichlorophenyl) barkite, two (3-trifluoromethyl-4-nitrophenyl) barkite, two (1,2-dimethyl--4; The 6-dinitrophenyl) barkite, two (2; The 4-dichlorophenyl) barkite, two (2, the 4-dinitrophenyl) barkite, two (2, the 5-dinitrophenyl) barkite, two (2-formyl-4-nitrophenyl) barkite, two (five chlorophenyl) barkite, two (1; 2-dihydro-2-oxo--1-pyridyl) oxalic dialdehyde, two (2,4-dinitrobenzene-6-aminomethyl phenyl) barkite.
Fluorescent agent in the above-mentioned described barkite component, preferably 0.002M at least.
Fluorescent agent in the above-mentioned described barkite component, it comprises 9,10-diphenylanthrancene, 9, a 10-tolane base anthracene and a solvent are like Witcizer 300, butyl benzoate, ethyl benzoate; Can also be 1,8-two chloro-9,10-tolane base anthracene, 2-ethyl-9,10-tolane base anthracene, 1,6,7,12-four phenoxys-N, N '-two (2,5 diisopropyl phenyl)-3,4,9,10-perylene dicarboximide, rubrene.
Hydrogen peroxide in the above-mentioned described hydrogen peroxide component, preferably 0.1M at least.
In the polyoxyethylene glycol that mixes with hydrogen peroxide in the above-mentioned described hydrogen peroxide component and the mixing solutions of ester, said polyoxyethylene glycol can be molecular-weight average 200-700 person, and they at room temperature are thick liquid; Said ester can be ETHYLE ACETATE, dimethyl phthalate, wintergreen oil, salicylic ether, triethyl citrate, triacetin.
The mixing solutions of above-mentioned said polyoxyethylene glycol and ester, wherein the content of polyoxyethylene glycol is preferably got the scope of 3%-30%.
Meliority of the present invention is:
1, since polyoxyethylene glycol compare with the tertiary alcohol have lower toxicity, higher flash-point and lower vapour pressure; Therefore; The chemical luminous system that contains polyoxyethylene glycol correspondingly of the present invention is compared with traditional chemical luminous system that contains the tertiary alcohol; Have lower toxicity, higher flash-point and lower these good characteristics of vapour pressure too, that is:
Flash-point by the traditional chemical luminescence system of tertiary alcohol compositing formula is 20-30 ℃, and by the flash-point of the chemical luminous system of polyoxyethylene glycol compositing formula greater than 95 ℃;
By the toxicity of the tertiary alcohol in the traditional chemical luminescence system of tertiary alcohol compositing formula, rat oral LD 503000-4000 milligram/kilogram, and by the toxicity of the polyoxyethylene glycol in the chemical luminous system of polyoxyethylene glycol compositing formula, rat oral LD 5030000-50000 milligram/kilogram;
Seethed with excitement 70-80 ℃ the time by the tertiary alcohol in the traditional chemical luminescence system of tertiary alcohol compositing formula, and be merely 0.1-0.001KPa by the vapour pressure of the polyoxyethylene glycol in the chemical luminous system of polyoxyethylene glycol compositing formula 100 ℃ the time.
2, chemical luminous system of the present invention is compared with traditional chemical luminous system that contains the tertiary alcohol, and the chemical light luminous energy of its output increases about 15%.
3, chemical luminous system of the present invention is compared with traditional chemical luminous system that contains the tertiary alcohol; Has better package stability; Storage through 1 year; The attenuation amplitude of its luminous energy has only 50% of traditional chemical luminescence system, thereby has significantly improved its shelf-life and the use properties after the storage.
(4) embodiment:
Embodiment 1:
In the 80ml dimethyl phthalate, add 20ml polyoxyethylene glycol-400, adding 6ml concentration is 85% hydrogen peroxide and 0.01 gram SS under stirring, and continuing to be stirred to SS all dissolves, and is " hydrogen peroxide component ".
Get the 100ml Witcizer 300, add 10g CPPO, be heated to 150 ℃ under the nitrogen atmosphere after, add 0.13g 9,10-tolane base anthracene continues to be stirred to whole dissolvings, is " barkite component ".
Get 3 parts " barkite components ", add 1 part " hydrogen peroxide component ", promptly have bright green glow to send after shaking up.
Embodiment 2:
In 70ml ETHYLE ACETATE, add 30ml polyoxyethylene glycol-400, adding 6ml concentration is 85% hydrogen peroxide under stirring, and is after continuing to stir " hydrogen peroxide component ".
Get the 100ml Witcizer 300, add 10g CPPO, be heated to 150 ℃ under the nitrogen atmosphere after, add 0.13g 9,10-tolane base anthracene continues to be stirred to whole dissolvings, is " barkite component ".
Get 3 parts " barkite components ", add 1 part " hydrogen peroxide component ", promptly have bright green glow to send after shaking up.

Claims (8)

1. a chemiluminescent oxalate system is characterized in that it is to be made up of two kinds of isolated liquid composition, and a kind of liquid composition is the barkite component, comprises 0.01M barkite and 0.001M fluorescent agent at least at least; Another kind of liquid composition is the hydrogen peroxide component, comprises the hydrogen peroxide of 0.01M to 3M, and hydrogen peroxide is dissolved in the mixing solutions of polyoxyethylene glycol and ester, and the shared ratio of polyoxyethylene glycol is 1% to 99% in the mixing solutions of polyoxyethylene glycol and ester.
2. a kind of chemiluminescent oxalate system according to claim 1 is characterized in that also can adding in the described barkite component concentration range 10 -5M to 10 -1The catalyzer of M; Said catalyzer is SS, Whitfield's ointment TBuA, potassium salicylate, lithium salicylate, 5-chloro-salicylic acid sodium, 5-chloro-salicylic acid lithium, sodium trifluoroacetate, Woodtreat A potassium, phenylformic acid TBuA, TBAP.
3. a kind of chemiluminescent oxalate system according to claim 1 is characterized in that the barkite in the described barkite component, preferably 0.03M at least.
4. a kind of chemiluminescent oxalate system according to claim 1 is characterized in that the barkite in the described barkite component, comprises two (2; 4,5-three chloro-6-carbonyls penta oxygen phenyl) barkite (being called " CPPO ") or two (2,4; The 5-trichlorophenyl) barkite (being called " TCPO "), two (2,4, the own oxygen phenyl of 5-three bromo-6-carbonyls) barkite, two (2;-nitrophenyl) barkite, two (2, the 4-dinitrophenyl) barkite, two (2,6-two chloro-4-nitrophenyls) barkite, two (2; 4,6-trichlorophenyl) barkite, two (3-trifluoromethyl-4-nitrophenyl) barkite, two (1,2-dimethyl--4; The 6-dinitrophenyl) barkite, two (2,4 dichloro benzene base) barkite, two (2, the 4-dinitrophenyl) barkite, two (2; The 5-dinitrophenyl) barkite, two (2-formyl-4-nitrophenyl) barkite, two (five chlorophenyl) barkite, two (1,2-dihydro-2-oxo--1-pyridyl) oxalic dialdehyde, two (2,4-dinitrobenzene-6-aminomethyl phenyl) barkite.
5. a kind of chemiluminescent oxalate system according to claim 1 is characterized in that the fluorescent agent in the described barkite component, preferably 0.002M at least.
6. a kind of chemiluminescent oxalate system according to claim 1 is characterized in that the hydrogen peroxide in the described hydrogen peroxide component, preferably 0.1M at least.
7. a kind of chemiluminescent oxalate system according to claim 1; It is characterized in that in the mixing solutions of the polyoxyethylene glycol that mixes with hydrogen peroxide and ester in the described hydrogen peroxide component; Said polyoxyethylene glycol is molecular-weight average 200-700 person, and they at room temperature are thick liquid; Said ester is ETHYLE ACETATE, dimethyl phthalate, wintergreen oil, salicylic ether, triethyl citrate, triacetin.
8. a kind of chemiluminescent oxalate system according to claim 8 is characterized in that the mixing solutions of said polyoxyethylene glycol and ester, and wherein the content of polyoxyethylene glycol is preferably got the scope of 3%-30%.
CN2007100567515A 2007-02-07 2007-02-07 Excellent oxalic ester chemoluminescence system Active CN101240165B (en)

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US12/012,368 US20080185562A1 (en) 2007-02-07 2008-02-01 Oxalate ester chemiluminescent light system

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WO2011022298A1 (en) * 2009-08-17 2011-02-24 Earl Cranor Chemiluminescent signaling devices
US8815128B2 (en) 2010-02-09 2014-08-26 Lumica Corporation Oxidizing liquid for chemiluminescence and chemiluminescence system using same
US20120039814A1 (en) * 2010-08-13 2012-02-16 Sample Jennifer L Topical Compositions and Methods of Detection and Treatment
JP2014502774A (en) * 2010-12-11 2014-02-03 サイリューム・テクノロジーズ・インコーポレイテッド Chemiluminescent device with time-delayed activation
WO2012083283A1 (en) * 2010-12-17 2012-06-21 Palmer William R Viscous chemiluminescrent components and dispensing means
CN102775984A (en) * 2011-05-13 2012-11-14 天津天龙化学发光管有限公司 Pasty chemiluminescent composition with low oxidizability and high stability
CN106479488B (en) * 2016-09-26 2019-05-24 宁波美乐雅荧光科技股份有限公司 A kind of environmentally protective chemical luminous composite
CN109115749A (en) * 2018-08-12 2019-01-01 河北英茂生物科技有限公司 A kind of Broadspectrum specificity molecularly imprinted polymer, chemical luminescence reagent kit and the detection method and application of quinolone drugs
CN109387503A (en) * 2018-12-14 2019-02-26 中国科学院合肥物质科学研究院 A kind of chemiluminescence nano-sensor and its application for detecting remains of pesticide thiram
CN111635389B (en) * 2020-05-07 2023-06-27 中国人民解放军陆军军医大学 Hydrogen peroxide responsive compound for imaging and therapy and method for synthesizing same

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US4064064A (en) * 1976-09-15 1977-12-20 American Cyanamid Company Stabilization of hydrogen peroxide solutions
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US5824242A (en) * 1995-03-31 1998-10-20 Prolufab S.A.R.L. Chemiluminescent solution

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